Water → (1S,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylic acid

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Reaction Steps

Di-tert-butyl (1S,2R,3S,4S,5R,6R)-2-[(tert-butoxycarbonyl)amino]-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylate (5.30 g, 9.01 mmol) is added to water (30.02 mL) and acetic acid (30.02 mL). Heat the reaction at reflux until the complete consumption of the starting material. Cool and concentrate on a rotary evaporator. Triturate the concentrate with diethyl ether, collect the precipitate, then dry in a vacuum oven to give the title compound (3.30 g, 8.77 mmol, 97%). MS (m/z): 376/378 (M+1).

Provenance & Evidence